March 14, 2026 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

April 11, 2026 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

May 09, 2026 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

June 13, 2026 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

July 11, 2026 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

August 08, 2026 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

September 12, 2026 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

October 10, 2026 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

November 14, 2026 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

December 12, 2026 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

January 09, 2027 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

February 13, 2027 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

March 13, 2027 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

April 10, 2027 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

May 08, 2027 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

June 12, 2027 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

July 10, 2027 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

August 14, 2027 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

September 11, 2027 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

October 09, 2027 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

November 13, 2027 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.

December 11, 2027 5:00 pm

• Venue: Downtown Longwood
• Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday.  Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month.  Music by DJ Don from Cruisin Orlando.  Free for all years and models. Hosted by the City of Longwood.